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ChemicalBook CAS DataBase List Fmoc-Trp(Boc)-OH
143824-78-6

Fmoc-Trp(Boc)-OH synthesis

6synthesis methods
The synthesis of Fmoc-Trp(Boc)-OH typically begins with tryptophan, which is then selectively protected using the Boc group. The Fmoc group is introduced through a reaction with 9-fluorenylmethoxycarbonyl chloride.
tert-butyl 3-[(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-methoxy-3-oxopropyl]indole-1-carboxylate

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4425-82-5 Synthesis
9-Methylene-9H-fluorene

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Yield:-

Reaction Conditions:

with calcium diiodide;sodium hydroxide in lithium hydroxide monohydrate;propan-2-one at 20; for 24 h;Green chemistry;

Steps:

2.3. Standard Conditions for Ester Hydrolysis

General procedure: In a 24-well plate (model 931565-G-1X from Thomson Instrument, Oceanside, CA,USA), a magnetic stir bar and 100 mol of amino ester (1 eq.) were added, followed by600 L of a 5 M solution of CaI2 (30 eq.), resulting in an insoluble mixture. Seventy-fivemicroliters of a 2 M NaOH solution (1.5 eq.) were then quickly added, forming a whiteprecipitate; then, 1.6 mL of organic solvent was subsequently added (1.6 mL/100 molamino ester), resulting in a 2.3:1 organic solvent for aqueous mixture. The 24-well plate wascovered using adhesive aluminum foil to avoid evaporation and left to stir for the desiredamount of time

References:

Binette, Renaud;Boudreault, Pierre-Luc;Desgagné, Michael;Theaud, Camille [Molecules,2022,vol. 27,# 9,art. no. 2788]

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